Under Jacobs' leadership, MITRE has been recognized for its innovative IT practices and for its outstanding work environment for technology professionals. CIO Magazine named MITRE to its CIO 100 list in 2014 and 2018. Computerworld has repeatedly listed MITRE among the country's 100 Best Places to Work in IT (2005–2012, 2016, 2018). The company was a North American Most Admired Knowledge Enterprises (MAKE) award winner four times (2009, 2011, 2015, 2016). InformationWeek named MITRE among the most innovative users of business technology five times (2011–2013, 2016–2017). In 2017, MITRE received the Help Desk Institute's Team Excellence Award for customer service and was named to the Security 500.

In 2018, IDG CIO elected Jacobs to the CIO Hall of Fame, which spotlights IT leaders who have profoundly influenced the IT discipline, the use of technology in business, and the advancement of the CIO role. He also received the Boston CIO Leadership Association’s 2018 ORBIE Award as Non-Profit/Public Sector CIO of the Year.

Jacobs was honored as a Computerworld Premier 100 IT Leader in 2011 and as a Boston Business Journal/Mass High Tech CIO of the Year in 2012. In 2015, STEMconnector® named Mr. Jacobs among its 100 CIO/CTO Leaders in STEM in recognition of MITRE's dedication to supporting STEM initiatives. He was also a 2015 Federal Computer Week Federal 100 Award winner.

Jacobs has more than three decades of experience working both at MITRE and in industry on complex IT topics. After joining MITRE in 1981, he held positions with steadily increasing levels of responsibility, managing internal information systems development efforts and directing a variety of network, security, and software engineering and research projects. He served as director of the MITRE Software Center, as department head of Advanced Information Systems Technology, and as a principal investigator in information systems research. From 2003 to 2009, Jacobs was deputy CIO.

In 1996, Jacobs left MITRE to serve as vice president at Concept Five Technologies, a software and professional services company. In 1998, he joined Onsett International Corporation, an IT management consulting firm, as practice director of Technology and Security, and later served as the company's president and CEO. He rejoined MITRE in 2003.

Jacobs holds a bachelor's degree in psychology and natural science from the University of Pennsylvania. In 2004, he completed the Program for Management Development at Harvard Business School.

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